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1316 Whirlwind Hill Road

Wallingford, Connecticut 06492

ACTIVE$599,000
Beds
3
Baths
3
SqFt
1,967
Acres
3.08
Year Built
1900
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 Fireplace

About This Home

Come see 1316 Whirlwind Hill Road in Wallingford, a classic 1900 antique home full of character, charm, and timeless appeal. Thoughtfully updated over the years, the home has retained the warmth and craftsmanship of its era while offering the conveniences today's buyers appreciate. Set 3+ picturesque pastoral acres in one of Wallingford's most desirable country locations, this property offers a peaceful setting with plenty of room to enjoy the outdoors. The main level features a welcoming parlor, a formal dining room, and an updated eat-in kitchen that blends modern functionality with the home's historic character. Upstairs, you'll find three well-sized bedrooms, each with ample closet space, along with two beautiful antique bathrooms that perfectly complement the home's classic appeal. The upper-level laundry adds a welcome touch of everyday convenience. A finished attic with a soaring cathedral ceiling provides outstanding bonus space, making it the perfect location for a home office, exercise room, playroom, studio, or whatever best suits your needs. A true highlight of the property is the enormous post-and-beam barn, complete with horse stalls, making this an exceptional opportunity for horse owners, hobby farmers, or anyone looking for space for animals, equipment, or workshop projects. If you've been searching for a home with historic charm, thoughtful updates, and a beautiful country setting, 1316 Whirlwind Hill Road is a rare opportunity you won't want to miss!

Key Facts

City/Town
Wallingford
Neighborhood
N/A
Property / Style
Single Family · Antique,Farm House
Year Built
1900
Days on Market
32 days
Beds
3
Baths
3 full
Living Area
1,967 sq ft
Lot Size
3.08 acres
Garage / Parking
2 garage
Property Taxes
$9,250 / Annually

Market Snapshot

The Wallingford Market

Single Family · trailing 12 months

Median Days on Market

14

18 active listings

Median $ / Sq Ft

$282

18 active listings

Sale-to-List Ratio

103.3%

266 sales

How this home compares

List Price

$599,000

vs $497,000 median

20.5% above median

Price / Sq Ft

$305

vs $282 median

8.2% above median

Days on Market

32 days

vs 14 days median

18 days longer than median

Based on 18 active and 266 closed sales (trailing 12 mo) of single family in Wallingford. Source: SmartMLS · As of July 28, 2026.

Location

1316 Whirlwind Hill Road, Wallingford, Connecticut

Property + 11 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,025

per month

  • Principal & Interest$3,054
  • Property Taxes$771
  • Insurance$200
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Wallingford
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Antique,Farm House
Year Built
1900
New Construction
No/Resale
Living Area
1,967 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Window Unit
Fireplaces
1
Laundry
Upper Level
Laundry Location
upper level
Appliances
Oven/RangeRange HoodRefrigeratorFreezerDishwasherWasherDryer
Basement
FullUnfinishedStorageInterior AccessConcrete Floor

Exterior & Lot

Lot Size
3.08 acres
Zoning
RU120
Garage / Parking
2 garage spacesDetached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Wood
Roof
Asphalt Shingle
Foundation
MasonryStone
Exterior Features
ShedBarnCabanaGuttersGarden AreaStableCovered DeckPaddock
Lot Description
Lightly WoodedDryLevel LotSloping Lot

Listing & Financials

Property Taxes
$9,250 / Annually
Days on Market
32
MLS #
24186862
MLS Status
Active
Financing
FHA,VA,CHFA

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Kevin Rockoff

Rockoff Realty

(860) 882-9598

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/28/2026 at 4:25 AM UTC.